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Compounds `( C)` and `(D)` can be distinguished by :
A. `NaHCL_3`
B. `H.V.Z.` reaction
C. `KMnO_4//H^(oplus)`
D. `AgNO_3`

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Correct Answer - B
(b) Formation of `( E)` suggests monosubstituted acid and reaction of `1 mol` of `H_2` with `(A)` and `(B)` shows one `(C = C)` bond. There are `6 D.U.[4 D.U. for (Ph)` group, `1 D.U`. For `(COOH)`, and `1 D.U` for `(C =C)`] in both `(A)` and `(B)`.
Chiral compound with nine `C` atoms would be image
Reactions :
image
Here, `( C)` and `(D)` can be distinguised quantitatively by `H.V.Z` reaction `( C)` has one `alpha-H` atom and would give monochlorinaed product, whereas `(D)` has two `alpha-H` atoms and would give dichlorinated product. The chlorine content in the chlorinated derivatives of `(C)` and `(D)` is determined by quantative methods.

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